US5162487A - Melamine resin moldings having increased elasticity - Google Patents
Melamine resin moldings having increased elasticity Download PDFInfo
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- US5162487A US5162487A US07/744,244 US74424491A US5162487A US 5162487 A US5162487 A US 5162487A US 74424491 A US74424491 A US 74424491A US 5162487 A US5162487 A US 5162487A
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- Prior art keywords
- melamine
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- substituted
- fibers
- mol
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- Expired - Lifetime
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- 229920000877 Melamine resin Polymers 0.000 title claims abstract description 31
- 238000000465 moulding Methods 0.000 title claims abstract description 11
- 239000004640 Melamine resin Substances 0.000 title description 4
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000000835 fiber Substances 0.000 claims abstract description 12
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000007859 condensation product Substances 0.000 claims abstract description 7
- 150000007974 melamines Chemical class 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 8
- -1 5-hydroxy-3-oxapentyl group Chemical group 0.000 claims description 4
- BREGALISDVOWAC-UHFFFAOYSA-N 2-[2-[[4,6-bis[2-(2-hydroxyethoxy)ethylamino]-1,3,5-triazin-2-yl]amino]ethoxy]ethanol Chemical compound OCCOCCNC1=NC(NCCOCCO)=NC(NCCOCCO)=N1 BREGALISDVOWAC-UHFFFAOYSA-N 0.000 claims description 2
- 239000006260 foam Substances 0.000 abstract description 15
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
- 229920005989 resin Polymers 0.000 description 12
- 239000011347 resin Substances 0.000 description 12
- 239000000243 solution Substances 0.000 description 7
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- MPGQCAHJTGJVBA-UHFFFAOYSA-N 4-[(4,6-diamino-1,3,5-triazin-2-yl)amino]oxybutan-1-ol Chemical compound NC1=NC(N)=NC(NOCCCCO)=N1 MPGQCAHJTGJVBA-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000008240 homogeneous mixture Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- ZMWGBPZJULKORQ-UHFFFAOYSA-N 2-[(4,6-diamino-1,3,5-triazin-2-yl)amino]ethanol Chemical class NC1=NC(N)=NC(NCCO)=N1 ZMWGBPZJULKORQ-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- RIKBHGFNPPVYCR-UHFFFAOYSA-N OCCCCONC1=NC(=NC(=N1)NOCCCCO)NOCCCCO Chemical compound OCCCCONC1=NC(=NC(=N1)NOCCCCO)NOCCCCO RIKBHGFNPPVYCR-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- 239000004280 Sodium formate Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- OWMVSZAMULFTJU-UHFFFAOYSA-N bis-tris Chemical compound OCCN(CCO)C(CO)(CO)CO OWMVSZAMULFTJU-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- WBZKQQHYRPRKNJ-UHFFFAOYSA-L disulfite Chemical compound [O-]S(=O)S([O-])(=O)=O WBZKQQHYRPRKNJ-UHFFFAOYSA-L 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- JMHCCAYJTTWMCX-QWPJCUCISA-M sodium;(2s)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoate;pentahydrate Chemical compound O.O.O.O.O.[Na+].IC1=CC(C[C@H](N)C([O-])=O)=CC(I)=C1OC1=CC(I)=C(O)C(I)=C1 JMHCCAYJTTWMCX-QWPJCUCISA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/141—Hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C08G12/30—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with substituted triazines
- C08G12/32—Melamines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/40—Chemically modified polycondensates
- C08G12/42—Chemically modified polycondensates by etherifying
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
- D01F6/94—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of other polycondensation products
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2361/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
- C08J2361/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08J2361/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C08J2361/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
Definitions
- the present invention relates to melamine/formaldehyde condensation resin moldings, in particular foams and fibers, having increased elasticity, in which some of the melamine has been replaced by substituted melamine.
- DE-A-2,915,457 describes melamine/formaldehyde condensation resin foams in which some or all of the melamine may be replaced by alkyl-substituted melamine. Replacement by hydroxyoxaalkylmelaxlnes is not disclosed.
- EP-A-221,330 describes melamine/formaldehyde condensation resin moldings, preferably foams and fibers, in which from 1 to 80% by weight of the melamine has been replaced by hydroxyalkylaminemelamine. The addition increases the strength, but reduces the elasticity.
- the present invention accordingly provides moldings, preferably foams and fibers, based on melamine/formaldehyde condensation products in which from 0.1 to 70 mol % of the melamine has been replaced by melamine substituted by from 1 to 3 hydroxyoxaalkyl groups of the formula
- the melamine/formaldehyde condensation products which are suitable for the production of the moldings are known and described, for example, in DE-A-2,915,457.
- the melamine:formaldehyde molar ratio may vary within broad limits of from 1:1.5 to 1:4.5, preferably from 1:2.5 to 1:3.5.
- the essential feature of the present invention is the use of hydroxyoxaalkylmelamines. These substances and their preparation are disclosed in EP-A-225,433. These compounds are melamines which carry from 1 to 3 groups of the formula
- hydroxyoxaalkylmelamines have an unlimited shelf life in aqueous solution.
- from 0.1 to 70 mol % of the melamine in the known melamine/formaldehyde condensation products are replaced by hydroxyoxaalkylmelamines.
- Fibers are expediently produced using from 1 to 70, preferably 2 to 50 and in particular 5 to 25 mol % of the substituted melamine.
- Foams are expediently produced using from 0.1 to 50, preferably 0.5 to 30 and in particular 1 to 15 mol % of the substituted melamine.
- the resins generally have a melamine component formaldehyde molar ratio of from 1:1.5 to 1:4.5, preferably 1:2.5 to 1:3.5. They may also contain small amounts of customary additives, such as disulfite, formide, citrate, phosphate, polyphosphate, urea, dicyandiamide or cyanamide. Moldings are produced by curing the resins in a conventional manner by adding small amounts of acids, preferably formic acid
- Foams can be produced by foaming an aqueous solution or dispersion containing the melamine/formaldehyde precondensate modified according to the invention, an emulsifier, a blowing agent and a curing agent, and also, if desired, customary additives, and subsequently curing the foam.
- the melamine/formaldehye resin modified according to the invention is spun in a heated atmosphere in a manner known per se after addition of a curing agent and at the same time the solvent (H 2 O) is evaporated and the condensate is cured.
- a process of this type is described in detail in DE-A-2,364,091.
- the fibers obtained have increased elongation and low sliding friction.
- the elongation at break of the HOM fibers is 30% (cf. HEM 15%).
- the sliding friction test gave a coefficient of 0.65 (HEM 0.9) at a speed of 2 mm/s.
- the foamable mixture obtained in this way is foamed at 120 degrees in a microwave oven with irradiation by microwave energy and cured Hot air at 250 degrees is subsequently passed through the crude foam for 30 minutes.
- the final foam has a density of 12 kg/m: 17% of the melamine has been replaced by hydroxyoxapentyl-melamine.
- the elongation at break (DIN 53 455) is increased by 25%.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Abstract
Moldings, in particular foams and fibers, based on melamine/formaldehyde condensation products, in which from 0.1 to 70 mol % of the melamine have been replaced by melamine substituted by from 1 to 3 hydroxyoxaalkyl groups of the formula
--(CH.sub.2 --CH.sub.2 --O).sub.n --CH.sub.2 --CH.sub.2 --OH
n=1-5)
have increased elasticity.
Description
This is a division of application Ser. No. 07/550,992, filed on Jul. 11, 1990.
The present invention relates to melamine/formaldehyde condensation resin moldings, in particular foams and fibers, having increased elasticity, in which some of the melamine has been replaced by substituted melamine.
Melamine resin foams and fibers have been disclosed, for example, in DE-A-2,915,457 and DE-A-2,364,091. It is an object of the present invention to improve the elasticity of moldings of this type.
DE-A-2,915,457 describes melamine/formaldehyde condensation resin foams in which some or all of the melamine may be replaced by alkyl-substituted melamine. Replacement by hydroxyoxaalkylmelaxlnes is not disclosed.
EP-A-221,330 describes melamine/formaldehyde condensation resin moldings, preferably foams and fibers, in which from 1 to 80% by weight of the melamine has been replaced by hydroxyalkylaminemelamine. The addition increases the strength, but reduces the elasticity.
We have found that the abovementioned object is achieved by replacing from 1 to 70 mol % of the melamine in the melamine/formaldehyde condensation resins by a melamine substituted by from 1 to 3 hydroxyoxaalkyl groups.
The present invention accordingly provides moldings, preferably foams and fibers, based on melamine/formaldehyde condensation products in which from 0.1 to 70 mol % of the melamine has been replaced by melamine substituted by from 1 to 3 hydroxyoxaalkyl groups of the formula
--(CH.sub.2 --CH.sub.2 --O).sub.n --CH.sub.2 --CH.sub.2 --OH
(n=1-5).
The melamine/formaldehyde condensation products which are suitable for the production of the moldings are known and described, for example, in DE-A-2,915,457. The melamine:formaldehyde molar ratio may vary within broad limits of from 1:1.5 to 1:4.5, preferably from 1:2.5 to 1:3.5.
The essential feature of the present invention is the use of hydroxyoxaalkylmelamines. These substances and their preparation are disclosed in EP-A-225,433. These compounds are melamines which carry from 1 to 3 groups of the formula
--(CH.sub.2 --CH.sub.2 --O).sub.n --CH.sub.2 --CH.sub.2 --OH
(n=1-5)
in particular the 5-hydroxy-3-oxapentyl group N-Mono-, N,N'-bis- and N,N',N"-tris(5-hydroxy-3-oxapentyl)melamine is particularly suitable A mixture of these three compounds is preferably employed, for example in the molar ratio 1:0.5 to 10:0.5 to 10. In contrast to hydroxyethylmelamines, hydroxyoxaalkylmelamines have an unlimited shelf life in aqueous solution. In the invention, from 0.1 to 70 mol % of the melamine in the known melamine/formaldehyde condensation products are replaced by hydroxyoxaalkylmelamines.
Fibers are expediently produced using from 1 to 70, preferably 2 to 50 and in particular 5 to 25 mol % of the substituted melamine.
Foams are expediently produced using from 0.1 to 50, preferably 0.5 to 30 and in particular 1 to 15 mol % of the substituted melamine.
To prepare the resins, melamine and substituted melamine are polycondensed together with formaldehyie. However, it is also possible to start from mixtures of the individual condensation products with formaldehye or to subsequently add further (substituted) melamine to one of the condensation products The resins generally have a melamine component formaldehyde molar ratio of from 1:1.5 to 1:4.5, preferably 1:2.5 to 1:3.5. They may also contain small amounts of customary additives, such as disulfite, formide, citrate, phosphate, polyphosphate, urea, dicyandiamide or cyanamide. Moldings are produced by curing the resins in a conventional manner by adding small amounts of acids, preferably formic acid
Foams can be produced by foaming an aqueous solution or dispersion containing the melamine/formaldehyde precondensate modified according to the invention, an emulsifier, a blowing agent and a curing agent, and also, if desired, customary additives, and subsequently curing the foam. It has become apparent that particularly elastic foams are obtained if relatively highly concentrated, preferably 68 percent strength by weight or more and in particular 72 percent strength by weight or more solutions or dispersions are employed (the concentrations being based on the resin/water mixture without additives) and if foaming is carried out under conditions such that initially only a slight increase in viscosity occurs, and the curing, with a considerable increase in viscosity, only commences when the foaming is substantially complete. A process of this type is described in detail in DE-A-2,915,457. The foams obtained have increased elasticity, elongation at break and tensile strength.
In order to produce fibers, the melamine/formaldehye resin modified according to the invention is spun in a heated atmosphere in a manner known per se after addition of a curing agent and at the same time the solvent (H2 O) is evaporated and the condensate is cured. A process of this type is described in detail in DE-A-2,364,091. The fibers obtained have increased elongation and low sliding friction.
114 g of formaldehyde (40%), 160 g of melamine, 70 g of paraformaldehye, 58 g of 80% hydroxyoxapentylmelamine (mono:bis tris =1:5:4), 9 g of sodium disulfite and 11 g of dicyandiamide are heated to 95° C. As soon as a clear solution forms, the pH is adjusted to 8. The mixture is kept at 95° C. until a viscosity of 350 Pas is reached. After rapid cooling, a resin having a final viscosity of 380 Pas is obtained.
2% of formic acid (35%) are added to the above-described resin, which is mixed to form a homogeneous material and fed to a centrifugal spinning apparatus. Fibers having a diameter of from 5 to 15 μm are obtained. The final strength is achieved by conditioning (200° C., 10 min).
The elongation at break of the HOM fibers is 30% (cf. HEM 15%). The sliding friction test gave a coefficient of 0.65 (HEM 0.9) at a speed of 2 mm/s.
20 g of a mixture of N-mono-, N,N'-bis- and N,N',N"-trishydroxyoxapentylmelamine in the molar ratio 1:5.4 is dissolved in 80 g of water. This solution has a shelf life of significantly longer than 6 months.
50 g of this solution are mixed with stirring at room temperature with 200 g of a spray-dried, sulfite-containing melamine/formaldehyde resin (molar ratio 1:3) and 51 g of water, in which 2 g of sodium formate and 4 g of sodium citrate are dissolved, to form a homogeneous mixture
A mixture of 5 g of water, 4.5 g of the sodium salt of C-15 paraffinsulfonic acid (as a 40% strength solution) and 2.7 g of the sodium salt of a sulfated C-16/C-18 alfol (as a 50% strength solution) which has been reacted with 80 mol of ethylene oxide, 7.0 g of formic acid (75%) and 50 g of pentane is incorporated into the above-described resin solution to form a homogeneous mixture.
The foamable mixture obtained in this way is foamed at 120 degrees in a microwave oven with irradiation by microwave energy and cured Hot air at 250 degrees is subsequently passed through the crude foam for 30 minutes. The final foam has a density of 12 kg/m: 17% of the melamine has been replaced by hydroxyoxapentyl-melamine.
Compared with a foam produced without the addition according to the invention, the elongation at break (DIN 53 455) is increased by 25%.
Claims (3)
1. A fiber molding based on a melamine/formaldehyde condensation product, in which from 0.1 to 70 mol % of the melamine has been replaced by melamine substituted by from 1 to 3 hydroxyoxaalkyl groups of the formula
--(CH.sub.2 --CH.sub.2 --().sub.n --CH.sub.2 --CH.sub.2 --OH
(n=1-5).
2. A molding as claimed in claim 1, wherein the hydroxyoxaalkyl group is the 5-hydroxy-3-oxapentyl group.
3. A molding as claimed in claim 1, wherein the substituted melamine is a mixture of N-mono-, N,N'-bis and N,N',N"-tris(5-hydroxy-3-oxapentyl)melamine.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/744,244 US5162487A (en) | 1989-07-11 | 1991-08-13 | Melamine resin moldings having increased elasticity |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3922733A DE3922733A1 (en) | 1989-07-11 | 1989-07-11 | MELAMINE RESIN MOLDED BODY WITH INCREASED ELASTICITY |
| DE3922733 | 1989-07-11 | ||
| US07/744,244 US5162487A (en) | 1989-07-11 | 1991-08-13 | Melamine resin moldings having increased elasticity |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US07/550,992 Division US5084488A (en) | 1989-07-11 | 1990-07-11 | Melamine resin moldings having increased elasticity |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US5162487A true US5162487A (en) | 1992-11-10 |
Family
ID=25882861
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US07/744,244 Expired - Lifetime US5162487A (en) | 1989-07-11 | 1991-08-13 | Melamine resin moldings having increased elasticity |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US5162487A (en) |
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5837013A (en) * | 1994-12-23 | 1998-11-17 | Basf Aktiengesellschaft | Preparation of colored melamine-formaldehyde condensation products |
| US5916999A (en) * | 1996-04-22 | 1999-06-29 | Basf Aktiengesellschaft | Process for producing filaments from melamine/formaldehyde condensation products |
| US6297178B1 (en) | 1996-05-02 | 2001-10-02 | Basf Aktiengesellschaft | Flameproof fabrics based on melamine resin fibres |
| US20040054034A1 (en) * | 2000-12-15 | 2004-03-18 | Manfred Ratzsch | Polymer-modified inorganic particles |
| US20040219852A1 (en) * | 2001-07-16 | 2004-11-04 | Hans-Dieter Eichhorn | Flameproof textile surface structures |
| US20050020750A1 (en) * | 2000-12-15 | 2005-01-27 | Manfred Ratzsch | Method for curing aminoplast resins |
| US20050038226A1 (en) * | 2001-11-19 | 2005-02-17 | Manfred Ratzsch | Products, especially moulding materials of polymers containing triazine segments, method for the production thereof and uses of the same |
| US20060021148A1 (en) * | 2004-07-30 | 2006-02-02 | Weller David E Jr | Fiberglass products for reducing the flammability of mattresses |
| US7012108B2 (en) | 2000-12-15 | 2006-03-14 | Agrolinz Melamin Gmbh | Modified inorganic particles |
| US20060068675A1 (en) * | 2004-09-01 | 2006-03-30 | Handermann Alan C | Wet-lay flame barrier |
| US20060160454A1 (en) * | 2005-01-13 | 2006-07-20 | Handermann Alan C | Slickened or siliconized flame resistant fiber blends |
| US20070267609A1 (en) * | 2003-07-22 | 2007-11-22 | Ami Agrolinz Melamine International Gmbh | Composite Materials Comprising Plastics and Wood |
| CN101735555B (en) * | 2009-12-22 | 2011-11-16 | 四川大学 | High-flexibility melamino-formaldehyde foam material and preparation method thereof |
| CN103665755A (en) * | 2013-11-28 | 2014-03-26 | 南通紫鑫实业有限公司 | Preparation methods of melamino-formaldehyde resin for foam and melamino-formaldehyde resin foam |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4996289A (en) * | 1988-08-25 | 1991-02-26 | Basf Aktiengesellschaft | Continuous preparation of aqueous melamine/formaldehyde precondensate solutions |
-
1991
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US4996289A (en) * | 1988-08-25 | 1991-02-26 | Basf Aktiengesellschaft | Continuous preparation of aqueous melamine/formaldehyde precondensate solutions |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5837013A (en) * | 1994-12-23 | 1998-11-17 | Basf Aktiengesellschaft | Preparation of colored melamine-formaldehyde condensation products |
| US5916999A (en) * | 1996-04-22 | 1999-06-29 | Basf Aktiengesellschaft | Process for producing filaments from melamine/formaldehyde condensation products |
| US6297178B1 (en) | 1996-05-02 | 2001-10-02 | Basf Aktiengesellschaft | Flameproof fabrics based on melamine resin fibres |
| US20040054034A1 (en) * | 2000-12-15 | 2004-03-18 | Manfred Ratzsch | Polymer-modified inorganic particles |
| US20050020750A1 (en) * | 2000-12-15 | 2005-01-27 | Manfred Ratzsch | Method for curing aminoplast resins |
| US7208540B2 (en) | 2000-12-15 | 2007-04-24 | Agrolinz Melamin Gmbh | Process for curing aminoplast resins |
| US7196131B2 (en) | 2000-12-15 | 2007-03-27 | Agrolinz Melamin Gmbh | Polymer-modified inorganic particles |
| US7012108B2 (en) | 2000-12-15 | 2006-03-14 | Agrolinz Melamin Gmbh | Modified inorganic particles |
| US20040219852A1 (en) * | 2001-07-16 | 2004-11-04 | Hans-Dieter Eichhorn | Flameproof textile surface structures |
| US20050038226A1 (en) * | 2001-11-19 | 2005-02-17 | Manfred Ratzsch | Products, especially moulding materials of polymers containing triazine segments, method for the production thereof and uses of the same |
| US7173104B2 (en) | 2001-11-19 | 2007-02-06 | Ami - Agrolinz Melamine International Gmbh | Products, especially moulding materials of polymers containing triazine segments, method for the production thereof and uses of the same |
| US20070267609A1 (en) * | 2003-07-22 | 2007-11-22 | Ami Agrolinz Melamine International Gmbh | Composite Materials Comprising Plastics and Wood |
| US20060021148A1 (en) * | 2004-07-30 | 2006-02-02 | Weller David E Jr | Fiberglass products for reducing the flammability of mattresses |
| US8163664B2 (en) | 2004-07-30 | 2012-04-24 | Owens Corning Intellectual Capital, Llc | Fiberglass products for reducing the flammability of mattresses |
| US20060068675A1 (en) * | 2004-09-01 | 2006-03-30 | Handermann Alan C | Wet-lay flame barrier |
| US20060160454A1 (en) * | 2005-01-13 | 2006-07-20 | Handermann Alan C | Slickened or siliconized flame resistant fiber blends |
| US7589037B2 (en) | 2005-01-13 | 2009-09-15 | Basofil Fibers, Llc | Slickened or siliconized flame resistant fiber blends |
| CN101735555B (en) * | 2009-12-22 | 2011-11-16 | 四川大学 | High-flexibility melamino-formaldehyde foam material and preparation method thereof |
| CN103665755A (en) * | 2013-11-28 | 2014-03-26 | 南通紫鑫实业有限公司 | Preparation methods of melamino-formaldehyde resin for foam and melamino-formaldehyde resin foam |
| CN103665755B (en) * | 2013-11-28 | 2015-09-30 | 南通紫鑫实业有限公司 | The preparation method of melamine formaldehyde resin for foam, terpolycyantoamino-formaldehyde resin foam |
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